| South Africa Diski Challenge | 2019/11/02 09:59 | Orlando Pirates Reserves v Stellenbosch FC Reserves | L | 2-0 |
| South Africa Diski Challenge | 2019/10/26 08:00 | Stellenbosch FC Reserves v Kaizer Chiefs Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/10/19 08:02 | Stellenbosch FC Reserves v Golden Arrows Reserves | W | 2-1 |
| South Africa Diski Challenge | 2019/10/06 10:51 | Stellenbosch FC Reserves v Bloem Celtic Reserves | W | 3-1 |
| South Africa Diski Challenge | 2019/09/24 07:00 | Stellenbosch FC Reserves v Mamelodi Sundowns Reserves | L | 0-3 |
| South Africa Diski Challenge | 2019/09/14 09:59 | Highlands Park Reserves v Stellenbosch FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2019/09/08 08:00 | Stellenbosch FC Reserves v Baroka FC Reserves | L | 1-3 |
| South Africa Diski Challenge | 2019/08/09 07:53 | Stellenbosch FC Reserves v Chippa United Reserves | W | 2-1 |
| South Africa Diski Challenge | 2019/11/03 10:00 | Cape Town City FC Reserves v Bidvest Wits Reserves | L | 1-2 |
| South Africa Diski Challenge | 2019/10/27 09:59 | Cape Town City FC Reserves v Highlands Park Reserves | W | 2-1 |
| South Africa Diski Challenge | 2019/10/13 10:00 | Bloem Celtic Reserves v Cape Town City FC Reserves | L | 5-0 |
| South Africa Diski Challenge | 2019/09/28 07:58 | Orlando Pirates Reserves v Cape Town City FC Reserves | W | 2-3 |
| South Africa Diski Challenge | 2019/09/24 13:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | L | 2-4 |
| South Africa Diski Challenge | 2019/09/14 08:00 | Maritzburg United Reserves v Cape Town City FC Reserves | W | 0-2 |
| South Africa Diski Challenge | 2019/09/07 07:57 | Polokwane City Reserves v Cape Town City FC Reserves | W | 2-3 |
| South Africa Diski Challenge | 2019/08/24 08:00 | Cape Town City FC Reserves v Chippa United Reserves | L | 0-3 |